Cheoy Lee 44 Sailboats for Sale

Robert Perry·1979·Cheoy Lee Shipyard
Cheoy Lee 44 drawingBuilder drawing
Hull Type
Monohull · fin
Rig
Cutter
LOA
43.8' · 13.35 m
Disp.
27,200 lbs · 12,338 kg
First year
1979

The Cheoy Lee 44 stands as one of Robert Perry's cruising designs for the yard, built from the late 1970s to the very early 1980s as a moderatedisplacement cruiser with a low cabin top and sleek profile. It is a boat that reads as purposeful rather than decorative: a fine entry, a wineglassshaped transom, and relatively low freeboard give it lovely lines overall without resorting to the bulbous volumes of later production cruisers. Offered in both aft and centercockpit versions, the 44 was Perry's larger sibling to the Perry 35 and reflected the yard's late1970s turn toward fiberglass cruisers.

Market snapshot

Median asking · 12 mo
$ 29,900
Asking price · 3 listings
Recent listings · 90 d
1
3 tracked · 12 mo
3-month price trend
0.0%
vs. 12-mo median
Countries with listings
2
United Kingdom (50.0%) · Sint Maarten (50.0%)

Recent Listings

4 for sale · showing 10 newest

Cheoy Lee 44 Buyer's Guide

Shopping the brokerage market for a used Cheoy Lee 44 means weighing a Robert Perry-designed moderate-displacement cruiser built from the late 1970s to the very early 1980s in either aft- or center-cockpit form. These are heavily built fiberglass boats with teak-planked decks and well-finished interiors, but their age places deck condition and engine layout at the center of any purchase decision. The following guidance draws on documented model characteristics and known issues rather than on any individual listing.

Layouts on the Used Market

The 44 appears in two principal layouts. The center-cockpit model uses a modern two-cabin, two-head plan with the master stateroom aft, a giant fore-and-aft bunk, and a very large nav station in the starboard walk-through. The aft-cockpit version is very open below, with an aft cabin and head to port, an open quarter berth to starboard, and a large outboard-facing nav station. Both place the galley to port with a three-burner stove, oven, and top-loading reefer; some models show only a single sink, the one documented galley complaint. Some forward cabins have an overhead hatch, others do not.

Equipment and Common Upgrades

On the used market, these boats commonly carry a chartplotter, air conditioning, a freezer, and a washing machine. Often-seen additions include a watermaker, solar, a furling main, bimini, hardtop, dinghy davits, teak decks, and a life raft. The original standard winches were a bit undersized, so upgraded winches are a sensible and frequent improvement. The aft-cockpit engine was originally a Perkins 4-108 or Isuzu 40, while the center-cockpit used an Isuzu under the companionway steps.

What to Inspect

The most documented concern is deck condition: many Cheoy Lee 44s have needed deck replacements due to age, and the teak planking was screwed into the deck, a structure that warrants close survey. In the center-cockpit model, the Isuzu engine was known for producing significant vibration, so run it under load and feel the companionway. Some owners feel that these engines were a bit undersized to really push the boat to weather, a point to weigh against your sailing grounds. Check the galley for the single-sink configuration on some models and confirm hull-to-deck tabbing and liner-free structure remain sound.

Availability and Buyer's Takeaway

These boats typically appear in the United States, Sint Maarten (Dutch part), and the United Kingdom. When inspecting a candidate, prioritize: teak deck age and fastening; center-cockpit Isuzu vibration; original winch undersizing; single-sink galley variants; and confirmation of tabbed bulkheads and liner-free hull integrity.

  • Verify deck replacement history or budget for it
  • Run the engine under load for vibration
  • Confirm cockpit layout matches intended use
  • Inspect galley sink configuration
  • Survey hull and deck tabbing thoroughly

Where they're listed

Cheoy Lee 44 listings appear across 2 countries. United Kingdom has the most listings with 1 (50.0%), followed by Sint Maarten.

Median ask by country
USD · past 12 months
Share of listings
Count · past 12 months

Country view

2 listings · 2 countries
CountryMedian askListings · 12 moActive · 90 dShare
United Kingdom$ 94,2771050.0%
Sint Maarten$ 29,9001050.0%

Comparable models

Similar length, displacement, and era. Open a row to compare that model's market page.

Similar boats to compare

6 similar designs
ModelLOAMedian askListings · 12 moActive · 90 d
CSY 4444'$ 55,9804210
Morgan Yachts Morgan 4444'$ 95,000238
Swan 4444'$ 171,645179
Hylas 4444.17'$ 99,000135
Sunbeam 4443.96'$ 183,088114
Cheoy Lee 44You are here$ 29,90031

Frequently asked questions

01How much does a used Cheoy Lee 44 cost?+
The median asking price for a used Cheoy Lee 44 over the past 12 months is $29,900. Prices vary by condition, year, equipment, and location.
02How many Cheoy Lee 44 sailboats are for sale?+
1 Cheoy Lee 44 listing has gone live in the last 90 days, and 3 have been tracked across the past 12 months.
03Are Cheoy Lee 44 prices going up or down?+
The median asking price for the Cheoy Lee 44 has stayed steady over the last 3 months compared with the 12-month median.
04Where are Cheoy Lee 44 sailboats for sale?+
The top markets for used Cheoy Lee 44 listings over the past 12 months are United Kingdom (50.0%), Sint Maarten (50.0%).
05What should I look at instead of a Cheoy Lee 44?+
Comparable models include CSY 44, Morgan Yachts Morgan 44, Swan 44. Use the comparison table above to check pricing and availability.